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Brevianamide F

CAT: 1410-M14319-01Size: 2 mgDry Ice: NoHazardous: No
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CAT#:1410-M14319-01Size:2 mg
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Description
A naturally occurring 2,5-diketopiperazine that possess interesting breast cancer resistance protein (BCRP) inhibitory activity.
CAS Number
38136-70-8
Stability
≥ 2 years
Purity
>98% (HPLC)
Weight
283.3251
Molecular Formula
C16H17N3O2
Notes
Research use only, not for human use.
Receptor
Others

Chemical Information

Brevianamide F

Brevianamide F is a pyrrolopyrazine that is hexahydropyrrolo[1,2-a]pyrazine-1,4-dione bearing an indol-3-ylmethyl substituent at position 3 (the 3S,8aS-diastereomer, obtained by formal cyclocondensation of L-tryptophan and L-proline). It has a role as a metabolite. It is a member of indoles, a dipeptide and a pyrrolopyrazine.

CAS Number38136-70-8
PubChem CID181567
IUPAC Name(3S,8aS)-3-(1H-indol-3-ylmethyl)-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
Molecular FormulaC16H17N3O2
Molecular Weight283.32
XLogP1.5
Topological Polar Surface Area65.2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count2
Heavy Atom Count21
Formal Charge0
Complexity453
SMILES
C1C[C@H]2C(=O)N[C@H](C(=O)N2C1)CC3=CNC4=CC=CC=C43
InChI
InChI=1S/C16H17N3O2/c20-15-14-6-3-7-19(14)16(21)13(18-15)8-10-9-17-12-5-2-1-4-11(10)12/h1-2,4-5,9,13-14,17H,3,6-8H2,(H,18,20)/t13-,14-/m0/s1
InChIKey
RYFZBPVMVYTEKZ-KBPBESRZSA-N
Chemical Structure
2D Structure
2D structure of Brevianamide F
CAS: 38136-70-8
CID: 181567
Formula: C16H17N3O2
MW: 283.32
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight283.32
XLogP31.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count2
Exact Mass283.132076794
Monoisotopic Mass283.132076794
Topological Polar Surface Area65.2 Ų
Heavy Atom Count21
Formal Charge0
Complexity453
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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